11 Dickerson Dr, Shelter Island, NY 11964

Set on 1.3 private acres on a peninsula at the end of a long driveway, this sleek modern has been masterfully reimagined through a high-end renovation. Upon entering the foyer, expansive water views immediately capture the eye. With gentle elevations over approximately 300' of shoreline along Menantic Creek, the home is perfectly positioned to maximize natural light and scenic vistas. Dramatic double-height ceilings and floor-to-ceiling windows define the main living and dining areas, which feature a stone fireplace and radiant heat floors. The custom kitchen is equipped with Viking Professional Series appliances, Borghini Gold Quartz countertops, and a breakfast bar, seamlessly connected to a striking sunroom that opens to expansive outdoor entertaining decks. The main level includes two bedrooms: an ensuite primary that spans nearly the entire southern length of the home, with a lounge area, private deck access, a walk-in closet, and a spa-inspired bath. An ensuite guest bedroom is located near the front of the home, offering privacy and convenience. Upstairs, a lofted library overlooks both the water and the living area below. A second ensuite primary bedroom offers a walk-in closet, sitting area, and a spacious bath, echoing the design and comfort of the first-floor suite. A fourth bedroom with oversized western-facing windows enjoys pool and garden views, and is serviced by an adjacent full bath. The finished lower level adds 800 +/- sq. ft. of living space, including a game area, media room, full bath, and a well-equipped mechanical room with water filtration and softener system, LG Professional Series washer/dryer, Generac generator, and a pantry area. Outdoor amenities make this property a true summer retreat: A deep-water dock with power and freshwater hookups providing easy boating access to open waters; a 16'x36' gunite pool with long porcelain tile, a Coverstar automatic cover, and Letro autofill system, complemented by an Evolution 8-person spa and a 4-person Almost Heaven sauna overlooking the water, and a two-car garage with custom storage. Nearly every modern amenity has been addressed in the renovation: underground power, full perimeter fencing, retaining walls, high R-factor insulation, new roof, shingles, and skylights, new hardwood floors, a comprehensive low heat/flood/theft central station security system, NEST thermostats, and expanded electrical capacity. Lush landscaping featuring crepe myrtle, hydrangeas, beach grass, boundary evergreens, and native trees add colorful, finishing touches of natural beauty to this special property. Property taxes per annum as of 2025 are $18,071.